ChemicalBook > CAS DataBase List > 2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE

2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE

Product Name
2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE
CAS No.
172732-52-4
Chemical Name
2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE
Synonyms
AKOS BRN-0170;Perampanel Impurity 3;Perampanel Intermediate 4;2-(1,3,2-Dioxaborinan-2-yl);boronic acid 1,3-propanedioL;2-(2-Cyanophenyl)-1,3,2-dioxaborinane;2-(1,3,2-Dioxaborin-2-yl)benzonitrile;2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE;2-(1,3,2-DIOXABORINAN-2-YL)BENZONITRILE;2-Cyanophenylboronic acid,1,3-propanediol
CBNumber
CB8419028
Molecular Formula
C10H10BNO2
Formula Weight
187
MOL File
172732-52-4.mol
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2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE Property

Melting point:
46-56 °C(lit.)
Boiling point:
372.4±25.0 °C(Predicted)
Density 
1.13±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
solid
color 
white
Stability:
Hygroscopic
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Safety

Hazard Codes 
Xi
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-36/37/39
RIDADR 
3439
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
No
HS Code 
2931900090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
653934
Product name
2-Cyanophenylboronic acid 1,3-propanediol ester
Purity
96%
Packaging
1g
Price
$62
Updated
2023/06/20
TCI Chemical
Product number
C2993
Product name
2-Cyanophenylboronic Acid 1,3-Propanediol Ester
Purity
>97.0%(GC)
Packaging
1g
Price
$46
Updated
2025/07/31
TCI Chemical
Product number
C2993
Product name
2-Cyanophenylboronic Acid 1,3-Propanediol Ester
Purity
>97.0%(GC)
Packaging
5g
Price
$136
Updated
2025/07/31
TRC
Product number
C987675
Product name
2-(2-Cyanophenyl)-1,3,2-dioxaborinane
Packaging
5g
Price
$135
Updated
2021/12/16
AK Scientific
Product number
J98889
Product name
2-Cyanophenylboronicacid13-propanediolcyclicester
Packaging
25g
Price
$135
Updated
2021/12/16
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2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

2-(2-Cyanophenyl)-1,3,2-dioxaborinane is used in the synthesis of AMPA receptor antagonists in the treatment of neurological diseases causing dysfunction of glutamatergic neurotransmission. Also used in the small scale synthesis of Perampanel (P285520), an AMPA receptor antagonist.

Synthesis

138642-62-3

504-63-2

172732-52-4

The general procedure for the synthesis of 2-cyanophenylboronic acid-1,3-propanediol cyclic ester from 2-cyanophenylboronic acid and 1,3-propanediol is as follows: 3.69 g (48.5 mmol) of 1,3-propanediol was added to the organic phase obtained from Example 1 and the reaction mixture was stirred for 1 hour at room temperature. Upon completion of the reaction, the aqueous phase was separated and removed, followed by distillation using a rotary evaporator to remove the organic solvent. To the residual oily substance, 2 ml of toluene and 120 ml of heptane were added to induce crystallization. The resulting crystals were washed with 30 mL of heptane and 7.44 g (yield: 82.4%) of the target product 1,3-propanediol ester (2-(1,3,2-dioxaborolan-2-yl)benzonitrile) was obtained after drying. The crystals were analyzed to contain 0.40% impurity of 1-phenyl-1-(2,2,6,6-tetramethylpiperidin-1-yl)methanimine.

References

[1] Patent: JP2015/160823, 2015, A. Location in patent: Paragraph 0056
[2] Patent: EP2243785, 2010, A1
[3] Patent: US9281483, 2016, B2. Location in patent: Page/Page column 93
[4] Patent: KR2016/30582, 2016, A. Location in patent: Paragraph 0258; 0259; 0260; 0261; 0262
[5] European Journal of Medicinal Chemistry, 2011, vol. 46, # 9, p. 3867 - 3876

2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE Suppliers

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View Lastest Price from 2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
2-Cyanophenylboronic acid 172732-52-4
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-12-11
Henan Fengda Chemical Co., Ltd
Product
2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE 172732-52-4
Price
US $34.00-1.20/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-08
Shijiazhuang tongyang Import and Export Co., LTD
Product
2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE 172732-52-4
Price
US $40.00/KG
Min. Order
1KG
Purity
99
Supply Ability
10 tons
Release date
2021-08-12

172732-52-4, 2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILERelated Search:

2-Cyanophenylboronic acid 5'-broMo-1'-phenyl-[2,3'-bipyridin]-6'(1'H)-one 2-PHENYL-1,3,2-DIOXABORINANE PeraMpanel 6'-Methoxy-2,3'-bipyridine 3,5-Dibromopyridine PeraMpanel Phenylboronic acid 3,5-Dimethoxypyridine 1-Phenyl-5-(pyridin-2-yl)-1,2-dihydropyridin-2-one 2-Bromobenzonitrile 2-(2-cyanophenyl)benzonitrile 5-(2-PYRIDYL)-1,2-DIHYDROPYRIDIN-2-ONE 2,5-Dibromopyridine PRMWGUBFXWROHD-MYWHSQMISA-N 5'-(2-cyanophenyl)-6'-oxo-1'-phenyl-1',6'-dihydro-[2,3'-bipyridine] 1-oxide 2-bromo-3-(1,3,2-dioxaborinan-2-yl)benzonitrile 4-(6'-oxo-1'-phenyl-1',6'-dihydro-[2,3'-bipyridin]-5'-yl)benzonitrile

  • AKOS BRN-0170
  • 2-(1,3,2-DIOXABORINAN-2-YL)BENZONITRILE
  • 2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE
  • (2-CYANOPHENYL)BORONIC ACID, 1,3-PROPANEDIOL CYCLIC ESTER
  • (2-CYANOPHENYL)BORONIC ACID PROPANE-1,3-DIOL CYCLIC ESTER
  • 2-CYANOPHENYLBORONIC ACID PROPANEDIOL-1,3 CYCLIC ESTER
  • 2-CYANOPHENYLBORONIC ACID PROPANEDIOL ESTER
  • 2-Cyanobenzeneboronic acid propane-1,3-diol cyclic ester
  • 2-Cyanophenylboronic acid 1,3-propanediol ester, 96%
  • 2-Cyanophenylboronic acid,1,3-propanediol
  • 2-(1,3,2-Dioxaborolan-2-yl)benzonitrile, 2-Cyanophenylboronic acid propanediol ester
  • 2-Cyanobenzeneboronic acid 1,3-propanediol ester
  • 2-(2-Cyanophenyl)-1,3,2-dioxaborinane, 2-(1,3,2-Dioxaborinan-2-yl)benzonitrile
  • 2-Cyanobenzeneboronic acid, propane-1,3-diol ester
  • Benzonitrile, 2-(1,3,2-dioxaborinan-2-yl)-
  • 2-(2-Cyanophenyl)-1,3,2-dioxaborinane
  • 2-Cyanophenylboronic acid 1,3-propanediol ester 2-Cyanophenylboronic acid 1,3-propanediol cyclic ester
  • 2-(1,3,2-Dioxaborinan-2-yl)
  • 2-CYANOPHENYLBORONIC ACID PROPANEDIOL-1,3 CYC
  • 2-(1,3,2-Dioxaborin-2-yl)benzonitrile
  • 2-CyanophenylboronicAcid1,3-PropanediolEster&gt
  • 2 cyanobenyl boric acid -1,3-propanediol ring ester
  • boronic acid 1,3-propanedioL
  • Perampanel Impurity 3
  • Perampanel Intermediate 4
  • 2-Cyanophenylboronic acid-1,3-propylene glycol cyclic ester
  • 2-Cyanobenzeneboronic acid 1,3-propanediol cyclic ester
  • 2-Cyanophenylboronic Acid 1,3-Propanediol Ester
  • 172732-52-4
  • C10H10O2NB
  • C10H10BNO2
  • blocks
  • BoronicAcids